- Regular
- StudentStudent Fare
Only students above 12 years of age are eligible for special fares and/or additional baggage allowances. Carrying valid student ID cards and student visas (where applicable) is mandatory, else the passenger may be denied boarding or asked to pay for extra baggage.
Boston to Chicago Flights, Fares @ ₹14363 + Flat Rs 1500 OFF
₹ 14,363
Boston to Chicago-Midway , 17 Nov
Frontier Airlines F9 3511
12:15
Tue, 17 Nov 26
Boston, United States
03 h 21 m
15:36
Tue, 17 Nov 26
Terminal N
Atlanta, United States
BAGGAGE : CHECK INCABIN
Information not available
Frontier Airlines F9 2779
16:45
Tue, 17 Nov 26
Terminal N
Atlanta, United States
02 h 02 m
17:47
Tue, 17 Nov 26
Chicago-Midway, United States
BAGGAGE : CHECK INCABIN
Information not available
Fare Option 1
Fare offered by airline.
₹ 14,363
₹ 16,449
Boston to Chicago-Midway , 17 Nov
Southwest Airlines WN 4995
07:10
Tue, 17 Nov 26
Terminal B
Boston, United States
02 h 45 m
08:55
Tue, 17 Nov 26
Chicago-Midway, United States
BAGGAGE : CHECK INCABIN
Information not available
Basic
Fare offered by airline.
₹ 16,449
Regular
Fare offered by airline.
₹ 15,171
₹ 18,449
Choice
Fare offered by airline.
₹ 20,206
Choice Preferred
Fare offered by airline.
₹ 27,055
Choice Extra
Fare offered by airline.
₹ 31,330
Choice Extra
Fare offered by airline.
₹ 32,891
₹ 16,449
Boston to Chicago-Midway , 17 Nov
Southwest Airlines WN 813
12:50
Tue, 17 Nov 26
Terminal B
Boston, United States
02 h 50 m
14:40
Tue, 17 Nov 26
Chicago-Midway, United States
BAGGAGE : CHECK INCABIN
Information not available
Basic
Fare offered by airline.
₹ 16,449
Regular
Fare offered by airline.
₹ 15,171
₹ 18,449
Choice
Fare offered by airline.
₹ 20,206
Fare Option 1
Fare offered by airline.
₹ 25,948
Choice Preferred
Fare offered by airline.
₹ 27,055
Choice Extra
Fare offered by airline.
₹ 31,330
₹ 16,449
Boston to Chicago-Midway , 17 Nov
Southwest Airlines WN 816
17:55
Tue, 17 Nov 26
Terminal B
Boston, United States
02 h 45 m
19:40
Tue, 17 Nov 26
Chicago-Midway, United States
BAGGAGE : CHECK INCABIN
Information not available
Basic
Fare offered by airline.
₹ 16,449
Regular
Fare offered by airline.
₹ 15,171
₹ 18,449
Choice
Fare offered by airline.
₹ 20,206
Choice Preferred
Fare offered by airline.
₹ 27,055
Choice Extra
Fare offered by airline.
₹ 31,330
Choice Extra
Fare offered by airline.
₹ 32,891
₹ 16,462
Boston to Chicago-Midway , 17 Nov
Delta Air Lines DL 1138
07:15
Tue, 17 Nov 26
Terminal A
Boston, United States
03 h 24 m
09:39
Tue, 17 Nov 26
Terminal T1
Minneapolis, United States
BAGGAGE : CHECK INCABIN
Information not available
Delta Air Lines DL 4901
10:10
Tue, 17 Nov 26
Terminal T1
Minneapolis, United States
01 h 40 m
11:50
Tue, 17 Nov 26
Chicago-Midway, United States
BAGGAGE : CHECK INCABIN
Information not available
Delta Main Basic
Fare offered by airline.
₹ 9,299
₹ 16,462
Delta Main Classic
Fare offered by airline.
₹ 21,159
Delta Comfort Classic
Fare offered by airline.
₹ 22,100
Delta Main Extra
Fare offered by airline.
₹ 25,644
Delta Comfort Extra
Fare offered by airline.
₹ 30,865
₹ 16,462
Boston to Chicago-Midway , 17 Nov
Delta Air Lines DL 695
06:45
Tue, 17 Nov 26
Terminal A
Boston, United States
03 h
09:45
Tue, 17 Nov 26
Terminal S
Atlanta, United States
BAGGAGE : CHECK INCABIN
Information not available
Delta Air Lines DL 2417
11:05
Tue, 17 Nov 26
Terminal S
Atlanta, United States
01 h 54 m
11:59
Tue, 17 Nov 26
Chicago-Midway, United States
BAGGAGE : CHECK INCABIN
Information not available
Delta Main Basic
Fare offered by airline.
₹ 9,299
₹ 16,462
Delta Main Classic
Fare offered by airline.
₹ 21,159
Delta Main Extra
Fare offered by airline.
₹ 25,644
Delta Comfort Classic
Fare offered by airline.
₹ 1,21,835
Delta Comfort Extra
Fare offered by airline.
₹ 1,39,674
₹ 17,696
Worcester to Chicago , 17 Nov
Delta Air Lines DL 5424
16:00
Tue, 17 Nov 26
Worcester, United States
01 h 17 m
17:17
Tue, 17 Nov 26
Terminal C
New York-LaGuardia Apt, United States
BAGGAGE : CHECK INCABIN
Information not available
Delta Air Lines DL 2513
18:55
Tue, 17 Nov 26
Terminal C
New York-LaGuardia Apt, United States
02 h 50 m
20:45
Tue, 17 Nov 26
Terminal T5
Chicago, United States
BAGGAGE : CHECK INCABIN
Information not available
Delta main basic
Fare offered by airline.
₹ 9,285
₹ 17,696
Delta main classic
Fare offered by airline.
₹ 22,383
Delta comfort basic
Fare offered by airline.
₹ 9,285
₹ 22,850
Delta comfort classic
Fare offered by airline.
₹ 25,454
₹ 18,014
Boston to Chicago , 17 Nov
JetBlue Airways B6 111
09:59
Tue, 17 Nov 26
Terminal C
Boston, United States
03 h 01 m
12:00
Tue, 17 Nov 26
Terminal T2
Chicago, United States
BAGGAGE : CHECK INCABIN
Information not available
Regular
Fare offered by airline.
₹ 14,489
₹ 18,014
Main Base
Fare offered by airline.
₹ 23,721
Main Base
Fare offered by airline.
₹ 31,834
₹ 20,050
Boston to Chicago , 17 Nov
Delta Air Lines DL 2804
20:40
Tue, 17 Nov 26
Terminal A
Boston, United States
02 h 56 m
22:36
Tue, 17 Nov 26
Terminal T5
Chicago, United States
BAGGAGE : CHECK INCABIN
Information not available
Delta main basic
Fare offered by airline.
₹ 9,300
₹ 20,050
Regular
Fare offered by airline.
₹ 14,668
₹ 22,050
Delta main classic
Fare offered by airline.
₹ 24,748
Delta comfort basic
Fare offered by airline.
₹ 9,300
₹ 25,476
Delta comfort classic
Fare offered by airline.
₹ 25,949
₹ 20,238
Boston to Chicago , 17 Nov
United Airlines UA 1414
06:00
Tue, 17 Nov 26
Terminal B
Boston, United States
03 h
08:00
Tue, 17 Nov 26
Terminal T1
Chicago, United States
BAGGAGE : CHECK INCABIN
Information not available
Economy
Fare offered by airline.
₹ 20,238
Economy fully refundable
Fare offered by airline.
₹ 23,528
Economy plus
Fare offered by airline.
₹ 32,206
Economy plus fully refundable
Fare offered by airline.
₹ 36,486
First
Fare offered by airline.
₹ 37,528
| Boston Chicago Cheap Flights | Fare | Date |
|---|---|---|
| Lowest Airfare Today | Rs 0 | |
| Cheapest Fare Within 30 Days | Rs 12425 |
17 Nov
|
| Cheapest Fare Within 90 Days | Rs 12425 |
17 Nov
|
| Cheapest Fare Within 365 Days | Rs 12425 |
17 Nov
|
Get cheap flights from Boston to Chicago with Goibibo India
Q: Why choose Goibibo for your flight booking from Boston to Chicago?
A: Goibibo lets you search and compare flight tickets to various destinations with just a click. There is a huge inventory of airlines for you to choose from, and exciting deals and discounts so that you can book your flight tickets at reasonable prices. You can always reach out to Goibibo customer care for any help.
Q: How to get a cheap flight ticket from Boston to Chicago?
A: At Goibibo, it’s very simple to find cheap flights. • After entering the source and destination on the home page, you will get a list of flights. Click on the ‘Cheapest’ filter below to see the cheapest flights first. • You can also grab a cheap flight booking by setting up an alert for Boston to Chicago flights. Goibibo will let you know whenever there is a price drop for your flight. What’s the best time to book a flight from Boston to Chicago? • For an international flight, you must book at least 7-8 weeks ahead for a better price. • You can also check the calendar view while booking to compare the prices for various dates. • Set up a price alert to get notified about the best prices for your flight from Boston to Chicago.
Q: What should you keep in mind while booking a flight from Boston to Chicago?
A: At Goibibo, you can compare flights from all major airlines at one go. Always keep an eye out for the best offers on your Boston to Chicago flight. Plus, there are no hidden charges when you book a Boston to Chicago flight on Goibibo.
Q: Is there any discount on a flight booking from Boston to Chicago?
A: Goibibo always has discount offers running on flights. You can find many coupons on the website and app for your Boston to Chicago booking. While booking, you can choose the best coupon from the list for an instant discount on your tickets.
Boston to Chicago Flights
Searching for Boston to Chicago cheap flights? Then, Goibibo is your one-stop destination to book Boston to Chicago flight in a hassle-free manner. It is one such platform that brings forth all the options for you at one place and lets you book the most suitable flight with the best deals and offers.
There is no dearth of options when it comes to Boston to Chicago Flight booking. Several budget and premium airlines fly on this route. You can easily check the Boston to Chicago flight schedule on Goibibo. There are approximately 16 flights flying daily between Boston and Chicago from early morning to late at night. Out of these Boston to Chicago flight, 10 are non stop flights 6 are connecting flights. Delta Air Lines, Frontier Airlines, JetBlue Airways, Southwest Airlines, United Airlines are some major airlines that fly between Boston and Chicago.
The lowest airfare of Boston to Chicago flight is ₹14363 and the average airfare is 17696 depending on the airline, timings and availability. So, it is advisable to book domestic flights 2-3 weeks well in advance to avail minimum airfare. You can also book Boston to Chicago cheap flights if you are flexible with your dates and timings.
You will board your Boston to Chicago flight from the Boston Airport and deboard it at .
You cannot only book Boston to Chicago cheap flight tickets through Goibibo but can also do web check-in and track your flight status.
How to book a Boston to Chicago flight ticket on Goibibo?
Booking flight tickets on Goibibo is very simple. For a Boston to Chicago flight, check below:
- Enter your personal Goibibo account by hitting the ‘Sign In’ option on the top right of the desktop site. You can also create a new account by clicking on the ‘Sign Up’ option, followed by entering your mobile number or signing in with your personal Facebook account.
- On the Goibibo homepage, you will see three options for booking flight tickets from Boston to Chicago. Choose one among one-way, round trip or multicity flights.
- Fill in the city where you will board your flight from and the destination city. Choose a date of departure and enter the return date if you are booking a round trip flight. Select your preferred class of travel and add the number of passengers with whom you are travelling.
- Hit the ‘Search’ button.
- Within a second or two, you will be then redirected to another page with all the flights from Boston to Chicago – the topmost one will have the cheapest airfare.
- On the left, you will find filters such as your desired time to board a flight, direct or connecting flights and the airline.
- Apply as per your preference and click on the ‘Book’ option.
- You can opt for an airport transfer and even choose a Travel Protection plan.
- Before making the final payment, provide your personal details including your email address and mobile number. You can also use an available Promo Code FLYDREAM to get Rs 1500 as instant discount for your Boston to Chicago flight ticket.
- Click on the ‘Proceed’ button.
- After the payment, you will receive the e-ticket and the invoice for your Boston to Chicago flight on your email address.
How can I check the flight schedule for a Boston to Chicago flight?
To check the Boston to Chicago flight schedule,
- Visit https://www.goibibo.com/flight-schedule/
- Choose from the one-way, round trip and multicity flight options.
- Type in the cities of origin and arrival, and choose the date of departure for a one-way flight, the return date, in case, you have selected a round-trip or, the different dates of departures for a multicity booking.
- After clicking on the ‘Get Set Go’ option, you will get the real-time flight schedule.
How much baggage can I carry on my Boston to Chicago flight?
Baggage allowance depends on the class of travel and airline. In the Boston to Chicago Air India flight, 25 kg of checked baggage is allowed, while 8 kg of hand luggage is permitted. On the other hand, in all domestic IndiGo flights, a passenger can carry 7 kg of hand luggage and 15 kg of checked baggage.
Where will I board my flight at Boston and deboard at Chicago?
When you have booked a Boston to Chicago flight, you will board the flight at and de-board at .
How can I do web check-in for my upcoming Boston at Chicago flight?
To avail the web check-in service and avoid queues at airports, you have to visit the official airline websites. Commonly, you have to fill the cities of departure and arrival, PNR number and last name to select your preferred seats and meals.
About Chicago
Best Time to Visit
April to August and September to November is the best time to visit when the temperature is good and a variety of festivals take place. Book hotels in Chicago now for the early discounts.
Places to Visit
The Millenium Park is a giant park and overlooks the city’s magnificent skyline, Lincoln Park Conservatory and Zoo, Willis Tower, The Art Institute of Chicago, The Field Museum, the National Museum of Mexican Art, the Museum of Science and Industry and 360 Chicago Observation Deck are good places of interest to visit with children. Chicago is a sports fanatic. Head down to Wrigley Field to book tickets for a baseball match or plop down to a local bar to enjoy a pint of beer while watching the game. If you are interested in enjoying a sunny water ride and the sky-high buildings, then you can take a Shoreline Architecture River Cruise from the area of Navy Pier. Love swimming? Then head down to North Avenue Beach and Oak Street Beach to enjoy sandy beaches, volleyball sports and nearby restaurants. CityPass and GoChicago Card offer free admission to many attractions and discounts on shopping and restaurants.
Food and Restaurants
Chicago offers you a wide range of continental dishes that you might never have seen anywhere. You can either dine at Michelin five-star restaurants or chop down local dishes at small cafes and fast-food joints. The Magnificent Mile is a great place to shop and eat out. Lincoln Square Chinatown, Greektown, Uptown and Wicker Park has many cafes and restaurants. Chicago’s curated hot dogs, Italian Beef, thin-crust and deep dish pizza and pork chop sandwiches are iconic foods that you must try when in the city. The city has a reputation for its thriving music scene, be it jazz or symphony orchestra. Half Acre Beer Company, Metropolitan Brewing and Goose Island Brewpub are popular breweries to visit while Spy Bar and Blue Chicago and Primary lighten the mood with drinks and music.
Transportation
O’Hare International Airport (ORD) and Midway International Airport (MDW) are two airports that serve the city. While O’Hare is connected to several international and domestic flights, Midway serves mostly to Southwest and Delta flights and is closer to downtown. Cheap flight tickets from here to other popular cities can be booked online on Goibibo. Also, flight status & other details related to flight booking & air tickets can be easily accessed on it. So for the cheapest air tickets, it is recommended to book flights online. CTA trains, taxis and shuttle services are great options to reach the city centre from both the airports. Rail and road transport systems are excellently maintained and are great options to travel from far-away cities to Chicago. Amtrak operates on many routes in the US including routes in Chicago.
For getting around the city, the Chicago Transit Authority operates buses and trains for convenient travel. L train, taxis, rental cars, ride-sharing apps and water taxis are also other options to travel. Metra commuter trains is an easy and good option if you are travelling to the suburbs.
About Boston
Airport Address
Tel:
Frequently Asked Questions - Boston to Chicago Flights
Q: What are the name and codes for Boston and Chicago airports?
A: The name of Boston airport is Boston Airport and its code is BOS and name of Chicago Airport is , its code is .
Q: Which is the last flight on Boston to Chicago route?
A: The last flight from Boston to Chicago route is Delta Air Lines at 20:40.
Q: When does the first flight leave from Boston to Chicago?
A: The first flight from Boston to Chicago is United Airlines at 06:00.
Q: Which are the most preferred airlines from Boston to Chicago ?
A: Delta Air Lines, Frontier Airlines, JetBlue Airways, Southwest Airlines, United Airlines are the most preferred airlines on Boston to Chicago flight route.
Q: How many flights fly from Boston to Chicago on the daily basis?
A: Around 16 flights are flying daily from Boston to Chicago. Out of which 10 are direct and 6 are connecting flights on this route. Some major airlines between this route are Delta Air Lines, Frontier Airlines, JetBlue Airways, Southwest Airlines, United Airlines.
Q: Which is the cheapest flight from Boston to Chicago in next 7 and next 30 days?
A: Cheapest flight in next 7 days on Boston to Chicago route is at ₹12425. And in next 30 days lowest price on Boston to Chicago route is ₹12425.
Q: Which airline has maximum number for flights between Boston to Chicago?
A: Out of 16 daily flights between Boston to Chicago Delta Air Lines has maximum 6 flights. After that Southwest Airlines has 5, Frontier Airlines has 2, United Airlines has 2, JetBlue Airways has 1 flights between Boston to Chicago.
Q: What is today’s cheapest fare from Boston to Chicago?
A: Today lowest airfare on Boston to Chicago flight route is .
Cheapest Day to Fly Boston to Chicago
The cheapest day to fly from Boston to Chicago in the next 14 days is 17 Nov 2026 (Tuesday), with fares starting at ₹12,425 on Frontier Airlines.
| Date | Day | Airline | Fare From |
|---|---|---|---|
| 17 Nov | Tue | Frontier Airlines | ₹12,425 |
Find the Cheapest Month to Fly from Boston to Chicago from ₹ 12425 One way
Popular Filters
Departure Airports
One Way Price
Duration
Stops From Boston
Departure From Boston
₹ 16,449
₹ 14,363
₹ 20,050
Arrival at Chicago
₹ 16,449
₹ 14,363
₹ 14,363
Alliances & Airlines
Oneworld
()
SkyTeam
(6)
Star Alliance
(2)
Layover Airports
Layover Duration
Further Flights From Boston (BOS)
More Flights from Boston
Further Flights From Chicago (CHI)
More Flights from Chicago
More Flights to Boston
More Flights to Chicago
Top International Routes
Top International Cities
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Hotels in Boston
Premium Hotels Nearby Boston
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